Football League Cup 2021/22, Third round |
 | 21.09.2021 | | Brentford | – | Oldham Athletic | | 7:0 (5:0) |
| Brentford |
Football League Cup 2020/21, Second round |
| 15.09.2020 | | Morecambe | – | Oldham Athletic | | 1:0 (1:0) * |
| Morecambe |
Football League Cup 2019/20, First Round |
| 13.08.2019 | | Blackburn Rovers | – | Oldham Athletic | | 3:2 (0:1) |
| Blackburn |
Football League Cup 2018/19, First Round |
| 14.08.2018 | | Oldham Athletic | – | Derby County | | 0:2 (0:1) |
| Manchester |
Football League Cup 2017/18, First Round |
| 09.08.2017 | | Oldham Athletic | – | Burton Albion | | 2:3 (0:0) |
| Manchester |
Football League Cup 2016/17, Second round |
| 23.08.2016 | | Preston North End | – | Oldham Athletic | | 2:0 (0:0) |
| Preston |
Football League Cup 2015/16, First Round |
| 12.08.2015 | | Oldham Athletic | – | Middlesbrough | | 1:3 (0:2) |
| Oldham |
Football League Cup 2014/15, First Round |
| 12.08.2014 | | Oldham Athletic | – | Middlesbrough | | 0:3 (0:1) |
| Oldham |
Football League Cup 2013/14, First Round |
| 06.08.2013 | | Oldham Athletic | – | Derby County | | 0:1 (0:1) |
| Oldham |
Football League Cup 2012/13, First Round |
| 13.08.2012 | | Oldham Athletic | – | Sheffield Wednesday | | 2:4 (2:0) |
| Oldham |
Football League Cup 2010/11, First Round |
| 10.08.2010 | | Scunthorpe United | – | Oldham Athletic | | 2:1 (0:1) |
| Scunthorpe |
Football League Cup 2009/10, First Round |
| 11.08.2009 | | Carlisle United | – | Oldham Athletic | | 1:0 (0:0) |
| Carlisle |
Football League Cup 2008/09, Second round |
| 26.08.2008 | | Burnley | – | Oldham Athletic | | 3:0 (1:0) |
| Burnley |
Football League Cup 2007/08, Second round |
| 28.08.2007 | | Burnley | – | Oldham Athletic | | 3:0 (0:0) |
| Burnley |
Football League Cup 2006/07, First Round |
| 22.08.2006 | | Rotherham United | – | Oldham Athletic | | 3:1 (0:1) |
| Rotherham |
Football League Cup 2005/06, First Round |
| 23.08.2005 | | Leeds United | – | Oldham Athletic | | 2:0 (2:0) |
| Leeds |
Football League Cup 2004/05, Second round |
| 22.09.2004 | | Oldham Athletic | – | Tottenham Hotspur | | 0:6 (0:1) |
| Oldham |
Football League Cup 2003/04, First Round |
| 12.08.2003 | | Scunthorpe United | – | Oldham Athletic | | 2:1 (0:0) |
| Scunthorpe |
Football League Cup 2002/03, Fourth Round |
| 03.12.2002 | | Crystal Palace | – | Oldham Athletic | | 2:0 (1:0) |
| London |
Football League Cup 2001/02, Second round |
| 12.09.2001 | | Blackburn Rovers | – | Oldham Athletic | | 2:0 (1:0) |
| Blackburn |
Football League Cup 2000/01, Second round |
| 27.09.2000 | | Sheffield Wednesday | – | Oldham Athletic | | 5:1 (1:1) |
| Sheffield |
Football League Cup 2000/01, Second round |
| 19.09.2000 | | Oldham Athletic | – | Sheffield Wednesday | | 1:3 (1:1) |
| Oldham |
Football League Cup 1999/00, First Round |
| 10.08.1999 | | Stockport County | – | Oldham Athletic | | 2:0 (0:0) |
| Stockport |
Football League Cup 1998/99, First Round |
| 18.08.1998 | | Crewe Alexandra | – | Oldham Athletic | | 2:0 (1:0) |
| Crewe |
Football League Cup 1997/98, First Round |
| 26.08.1997 | | Grimsby Town | – | Oldham Athletic | | 5:0 (3:0) |
| Cleethorpes |
Football League Cup 1996/97, Third round |
| 23.10.1996 | | Newcastle United | – | Oldham Athletic | | 1:0 (1:0) |
| Newcastle upon Tyne |
Football League Cup 1996/97, First Round |
| 20.08.1996 | | Oldham Athletic | – | Grimsby Town | | 0:1 (0:1) |
| Oldham |
Football League Cup 1995/96, Second round |
| 04.10.1995 | | Oldham Athletic | – | Tranmere Rovers | | 1:3 (1:1) |
| Oldham |
Football League Cup 1995/96, Second round |
| 19.09.1995 | | Tranmere Rovers | – | Oldham Athletic | | 1:0 (0:0) |
| Birkenhead |
Football League Cup 1994/95, Third round |
| 09.11.1994 | | Arsenal | – | Oldham Athletic | | 2:0 (2:0) * |
| London |
Football League Cup 1993/94, Fourth Round |
| 30.11.1993 | | Tranmere Rovers | – | Oldham Athletic | | 3:0 (0:0) |
| Birkenhead |
Football League Cup 1993/94, Second round |
| 21.09.1993 | | Swansea City | – | Oldham Athletic | | 2:1 (2:1) |
| Swansea |
Football League Cup 1992/93, Fourth Round |
| 01.12.1992 | | Cambridge United | – | Oldham Athletic | | 1:0 (1:0) |
| Cambridge |
Football League Cup 1991/92, Fourth Round |
| 04.12.1991 | | Manchester United | – | Oldham Athletic | | 2:0 (2:0) |
| Manchester |
Football League Cup 1990/91, Third round |
| 31.10.1990 | | Leeds United | – | Oldham Athletic | | 2:0 |
| Leeds |
Football League Cup 1990/91, Second round |
| 25.09.1990 | | Notts County | – | Oldham Athletic | | 1:0 |
| Nottingham |
Football League Cup 1989/90, Final |
| 29.04.1990 | | Nottingham Forest | – | Oldham Athletic | | 1:0 |
| London |
Football League Cup 1989/90, Semifinals |
| 07.03.1990 | | West Ham United | – | Oldham Athletic | | 3:0 |
| London |
Football League Cup 1988/89, Third round |
| 29.11.1988 | | Oldham Athletic | – | Everton | | 0:2 * |
| Oldham |
Football League Cup 1988/89, Second round |
| 27.09.1988 | | Darlington | – | Oldham Athletic | | 2:0 |
| Darlington |
Football League Cup 1987/88, Fourth Round |
| 17.11.1987 | | Everton | – | Oldham Athletic | | 2:1 |
| Liverpool |
Football League Cup 1987/88, Second round |
| 22.09.1987 | | Carlisle United | – | Oldham Athletic | | 4:3 |
| Carlisle |
Football League Cup 1986/87, Third round |
| 28.10.1986 | | Coventry City | – | Oldham Athletic | | 2:1 |
| Coventry |
Football League Cup 1985/86, Second round |
| 09.10.1985 | | Oldham Athletic | – | Liverpool | | 2:5 |
| |
Football League Cup 1985/86, Second round |
| 24.09.1985 | | Liverpool | – | Oldham Athletic | | 3:0 |
| Liverpool |
Football League Cup 1984/85, First Round |
| 28.08.1984 | | Bolton Wanderers | – | Oldham Athletic | | 2:1 |
| |
Football League Cup 1983/84, Third round |
| 08.11.1983 | | Wimbledon | – | Oldham Athletic | | 3:1 |
| |
Football League Cup 1982/83, Second round |
| 05.10.1982 | | Gillingham | – | Oldham Athletic | | 2:0 |
| |
Football League Cup 1981/82, Third round |
| 17.11.1981 | | Fulham | – | Oldham Athletic | | 3:0 * |
| |
Football League Cup 1981/82, First Round |
| 01.09.1981 | | Bolton Wanderers | – | Oldham Athletic | | 2:1 |
| |
Football League Cup 1980/81, Second round |
| 02.09.1980 | | Portsmouth | – | Oldham Athletic | | 1:0 aet |
| |
Football League Cup 1979/80, Second round |
| 28.08.1979 | | Northampton Town | – | Oldham Athletic | | 3:0 |
| |
Football League Cup 1978/79, Second round |
| 06.09.1978 | | Nottingham Forest | – | Oldham Athletic | | 4:2 * |
| |
Football League Cup 1977/78, Third round |
| 25.10.1977 | | Hull City | – | Oldham Athletic | | 2:0 |
| |
Football League Cup 1976/77, First Round |
| 17.08.1976 | | Oldham Athletic | – | Bradford City | | 1:3 |
| |
Football League Cup 1975/76, Second round |
| 10.09.1975 | | Aston Villa | – | Oldham Athletic | | 2:0 (0:0) |
| Birmingham |
Football League Cup 1974/75, First Round |
| 20.08.1974 | | Bury | – | Oldham Athletic | | 2:0 |
| |
Football League Cup 1973/74, First Round |
| 04.09.1973 | | Oldham Athletic | – | Bury | | 2:3 * |
| |
Football League Cup 1972/73, First Round |
| 16.08.1972 | | Bolton Wanderers | – | Oldham Athletic | | 3:0 |
| |
Football League Cup 1971/72, Second round |
| 08.09.1971 | | Torquay United | – | Oldham Athletic | | 2:1 |
| |
Football League Cup 1970/71, Second round |
| 08.09.1970 | | Oldham Athletic | – | Middlesbrough | | 2:4 |
| |
Football League Cup 1969/70, First Round |
| 13.08.1969 | | Southport | – | Oldham Athletic | | 5:1 |
| |
Football League Cup 1968/69, First Round |
| 21.08.1968 | | Oldham Athletic | – | Preston North End | | 0:1 * |
| |
Football League Cup 1967/68, First Round |
| 31.08.1967 | | Workington | – | Oldham Athletic | | 2:1 * |
| |
Football League Cup 1966/67, First Round |
| 24.08.1966 | | Barrow | – | Oldham Athletic | | 2:1 |
| |
Football League Cup 1965/66, Second round |
| 22.09.1965 | | Oldham Athletic | – | Portsmouth | | 1:2 |
| |
Football League Cup 1964/65, Second round |
| 23.09.1964 | | Grimsby Town | – | Oldham Athletic | | 3:1 |
| |
Football League Cup 1963/64, First Round |
| 04.09.1963 | | Oldham Athletic | – | Workington | | 3:5 |
| |
Football League Cup 1962/63, Second round |
| 24.09.1962 | | Sunderland | – | Oldham Athletic | | 7:1 |
| Sunderland |
Football League Cup 1961/62, First Round |
| 12.09.1961 | | Oldham Athletic | – | Charlton Athletic | | 1:4 |
| |
Football League Cup 1960/61, Second round |
| 26.10.1960 | | Norwich City | – | Oldham Athletic | | 6:2 |
| |
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